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Off market
  • $5,441,300

    44 Greenleaf Ln, Sagaponack, NY 11962

    10beds
    --sqft
    SingleFamily
    Built in ----
    -- sqft lot
    $5,441,300 Zestimate®
    $--/sqft
    $6,842 Estimated rent

    Home value

    $5,441,300

    $4.52M - $6.58M

    $6,842/mo

    Zestimate® history
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    $6,842/mo

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    Rent Zestimate®

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    $38,166/mo

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    $38,166/mo

    Est. payment

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    What's special

    Wood burning fireplaceFull court basketball courtCozy fire pitSix-amp sonos systemTouch screen door locksTotal privacyRejuvenating hot tub

    Just minutes from the picturesque Town Line Beach and the famed Wolffer Estate Vineyard, this property boasts a sprawling 10 bedrooms and 8.5 bathrooms, perfectly accommodating a maximum of 20 guests. Designed with elegance and functionality in mind, the property radiates a warm and inviting atmosphere, with multiple sitting and dining areas that make it perfect for families or large groups. Escape the rigors of daily life and immerse yourself in this cozy haven, located on a beautifully secluded block, where every detail is crafted to ensure a memorable stay.Upon arrival, immediately be greeted by an array of premium exterior amenities that promise both relaxation and recreation. The property offers total privacy, allowing guests to freely enjoy the shimmering private 20' x 50' saline pool, Pro-grade Har Tru Hydro Sunken Tennis court, and full court basketball court. For those looking to unwind, there's a rejuvenating hot tub and a cozy fire pit ideal for evening stories and marshmallow roasting. Host a delightful summer barbecue using the top-notch outdoor kitchen with expansive BBQ grill, two beverage fridges and relish your meals at the dedicated dining area. The expansive mahogany wood deck, complemented by multiple sitting areas, is perfect for sunset cocktails or morning coffee. The kids (and kids-at-heart) will surely enjoy the trampoline or a game of table tennis, corn hole or frisbee before winding down the day. As you step inside, let the home captivate you with its open layout drenched in generous amounts of natural light. The modern conveniences of high-speed Wi-Fi, touch screen door locks, Jandy remote pool control panel, six-amp Sonos system and integrated 3rd generation Nest thermostats, allow you to set up your ideal pool or spa temperature or cool down the house to your preferred temperature using the five zone high efficiency air conditioning system before you arrive. The vast living spaces, starting with a soaring cathedral ceiling great room, features bedrooms and hallways that flow seamlessly, one of which includes a wood burning fireplace, are warm and cozy stops throughout. The house features a well-stocked kitchen, furnished with high grade appliances a large island that leads into an oversized pantry which includes a 36" French door fridge and two 40-bottle wine fridges catering to every culinary whim. For entertainment, the great room features a big screen TV for movie nights or binge-watching sessions. Descend to the finished lower level, and you'll find a well-equipped gym with a Peloton bike and treadmill for the fitness enthusiasts, a 12-person theater room for immersive cinema experiences, with a game area that has a Skeetball machine, multi game Pac Man console, as well as air hockey and foosball tables for spirited game nights!Each of the 10 bedrooms has been meticulously curated to provide guests with a serene retreat. New hotel style linens adorn every bed, promising restful slumbers. The bathrooms, echoing the residence's commitment to luxury, come stocked with all the essentials, ensuring guests have everything they need. Privacy is paramount, and here, it's guaranteed, allowing every guest to unwind and recharge in their personal space.This estate's prime location offers guests the best of Sagaponack. A four-minute drive will bring you to the renowned Wolffer Estate Vineyard, where you can indulge in world-class wines and breathtaking views or enjoy Fairway which not only has what has been called the best breakfast place on the east end but also a 9 hole public golf course and ten tee driving range. The pristine shores of Town Line Beach and Gibson Beach await beachcombers and sunbathers alike.

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 10
    • Bathrooms: 10
    • Full bathrooms: 9
    • 1/2 bathrooms: 1
    Rooms
    • Room types: Family Room, Laundry Room, Office
    Cooling
    • Central Air

    Property

    Parking
    • Parking features: None
    • Details: Contact manager
    Features
    • Exterior features: Broker Exclusive, Tennis Court(s)
    • Has private pool: Yes
    • Pool features: Pool
    • Has spa: Yes
    • Spa features: Hottub Spa
    Details
    • Parcel number: 0908002000300005000

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily

    Community & HOA

    Community
    • Features: Tennis Court(s)
    HOA
    • Amenities included: Pool, Tennis Court(s)
    Location
    • Region: Sagaponack

    Financial & listing details

    • Tax assessed value: $2,538,200
    • Date on market: 5/16/2026
    • Lease term: Contact For Details

    Price history

    DateEventPrice
    6/28/2026Listing removed$250,000
    Source: Zillow Rentals Report a problem
    6/2/2026Listed for rent$250,000
    Source: Zillow Rentals Report a problem
    5/20/2026Listing removed$250,000
    Source: Zillow Rentals Report a problem
    10/7/2025Listed for rent$250,000
    Source: Zillow Rentals Report a problem
    7/8/2025Listing removed$250,000
    Source: Zillow Rentals Report a problem
    5/14/2025Listed for rent$250,000
    Source: Zillow Rentals Report a problem
    9/11/2024Listing removed$250,000
    Source: Zillow Rentals Report a problem
    4/10/2024Listed for rent$250,000
    Source: Zillow Rentals Report a problem
    1/10/2022Sold$3,250,000-13.3%
    Source: Public Record Report a problem
    7/25/2021Pending sale$3,750,000
    Source: Out East #355133 Report a problem
    5/28/2021Price change$3,750,000-6.1%
    Source: Out East #355133 Report a problem
    3/8/2021Price change$3,995,000-6%
    Source: Saunders & Associates #355133 Report a problem
    11/5/2020Listed for sale$4,250,000
    Source: Saunders & Associates #355133 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $2,538,200
    2024-- $2,538,200 +12%
    2023-- $2,267,000 +19.1%
    2022-- $1,903,200 +0.6%
    2021-- $1,892,200 +4.4%
    2020-- $1,813,300
    2019-- $1,813,300 +8.8%
    2018-- $1,667,200
    2017$3,259 $1,667,200
    2016-- $1,667,200
    2015-- $1,667,200
    2014-- $1,667,200
    2013-- $1,667,200 -10%
    2012-- $1,852,800 -7.7%
    2011-- $2,007,200 +44.5%
    2007$2,912 -16%$1,389,300 +9.5%
    2005$3,465 -7%$1,268,407 +5959.7%
    2004$3,727 +2.5%$20,932
    2003$3,636 +4.7%$20,932
    2002$3,474 $20,932
    Find assessor info on the county website

    Neighborhood: 11962

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $5,441,300
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    Estimated market value
    $5,441,300